Recent Chemical Methodology Advances in the Total Synthesis of Meroterpenoids

被引：5

作者：

Petrovcic, Jan ^{[2
]}

Ungarean, Chad Nicholas ^{[2
]}

Sarlah, David ^{[1
,2
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab, 600 S Mathews Ave, Champaign, IL 61801 USA

[2] Univ Pavia, Dipartimento Chim Organ, Via Taramelli 12, I-27100 Pavia, Italy

来源：

ACTA CHIMICA SLOVENICA | 2021年 / 68卷 / 02期

关键词：

Meroterpenoids; total synthesis; natural products; tactics; strategies; BIOMIMETIC TOTAL-SYNTHESIS; UNACTIVATED OLEFINS;

D O I：

10.17344/acsi.2021.6921

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Heterogeneity of meroterpenoids arising from their dual biosynthetic origins is constantly provoking synthetic chemists to utilize their ingenuity and revise their retrosynthetic logic. By studying recent publications on meroterpenoid synthesis, tremendous advances in the field of synthetic organic chemistry can be witnessed. This feature article covers some of the most intriguing total syntheses and synthetic studies towards the meroterpenoid class of natural products from the last five years.

引用

页码：247 / 267

页数：21

共 34 条

[1] An efficient stereoselective synthesis of stypodiol and epistypodiol
Abad, A
Agulló, C
Arnó, M
Cuñat, AC
Meseguer, B
Zaragozá, RJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (15) : 5100 - 5106
[2] Total Synthesis and Computational Investigations of Sesquiterpene-Tropolones Ameliorate Stereochemical Inconsistencies and Resolve an Ambiguous Biosynthetic Relationship
Bemis, Christopher Y.
Ungarean, Chad N.
Shved, Alexander S.
Jamieson, Cooper S.
Hwang, Taehwan
Lee, Ken S.
Houk, K. N.
Sarlah, David
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (15) : 6006 - 6017
[3] Enantioselective Total Synthesis of (+)-Psiguadial B
Chapman, Lauren M.
Beck, Jordan C.
Wu, Linglin
Reisman, Sarah E.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (31) : 9803 - 9806
[4] Simple, Chemoselective, Catalytic Olefin Isomerization
Crossley, Steven W. M.
Barabe, Francis
Shenvi, Ryan A.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (48) : 16788 - 16791
[5] Enantioselective Total Synthesis and Assignment of the Absolute Configuration of the Meroterpenoid (+)-Taondiol
Dethe, Dattatraya H.
Mahapatra, Samarpita
Sau, Susant Kumar
[J]. ORGANIC LETTERS, 2018, 20 (09) : 2766 - 2769
[6] Chemical Diversity and Biological Activities of Meroterpenoids from Marine Derived-Fungi: A Comprehensive Update
El-Demerdash, Amr
Kumla, Decha
Kijjoa, Anake
[J]. MARINE DRUGS, 2020, 18 (06)
[7] Total Synthesis of (±)-Berkeleyone A
Elkin, Masha
Szewczyk, Suzanne M.
Scruse, Anthony C.
Newhouse, Timothy R.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (05) : 1790 - 1793
[8] Catalytic hydrochlorination of unactivated olefins with para-toluenesulfonyl chloride
Gaspar, Boris
Carreira, Erick M.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (31) : 5758 - 5760
[9] Meroterpenoids produced by fungi
Geris, Regina
Simpson, Thomas J.
[J]. NATURAL PRODUCT REPORTS, 2009, 26 (08) : 1063 - 1094
[10] Synthetic Strategies to Terpene Quinones/Hydroquinones
Gordaliza, Marina
[J]. MARINE DRUGS, 2012, 10 (02): : 358 - 402

← 1 2 3 4 →